1-Benzyloxy-3-methyl-2-nitrobenzene

Base Information

• Chemical Name: 1-Benzyloxy-3-methyl-2-nitrobenzene
• CAS No.: 61535-21-5
• Molecular Formula: C14H13NO3
• Molecular Weight: 243.262
• Hs Code.: 2909309090
• DSSTox Substance ID: DTXSID40391646
• Nikkaji Number: J2.857.178J
• Wikidata: Q82189256
• Mol file: 61535-21-5.mol

Synonyms:1-Benzyloxy-3-methyl-2-nitrobenzene;61535-21-5;1-(benzyloxy)-3-methyl-2-nitrobenzene;1-methyl-2-nitro-3-phenylmethoxybenzene;3-benzyloxy-2-nitrotoluene;Benzene,1-methyl-2-nitro-3-(phenylmethoxy)-;1-BENZYLOXY-3-METHYL-2-NITROBENZENE 98;SCHEMBL647866;DTXSID40391646;ZUMJNYJMXBJJIC-UHFFFAOYSA-N;MFCD00272556;1-benzyloxy-3-methyl-2-nitro-benzene;AKOS015889072;AKOS015920435;1-(Benzyloxy)-2-nitro-3-methylbenzene;AC-24623;AS-36347;1-Benzyloxy-3-methyl-2-nitrobenzene, 98%;A8530;CS-0153681;FT-0630035;J-504322

Chemical Property of 1-Benzyloxy-3-methyl-2-nitrobenzene

Chemical Property:

• Vapor Pressure: 5.87E-06mmHg at 25°C
• Melting Point: 36 °C
• Refractive Index: n20/D 1.5765(lit.)
• Boiling Point: 390.6 °C at 760 mmHg
• Flash Point: 170.6 °C
• PSA: 55.05000
• Density: 1.202 g/cm³
• LogP: 4.00540
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 243.08954328
• Heavy Atom Count: 18
• Complexity: 271

Purity/Quality:

98%Min ^*data from raw suppliers

1-Benzyloxy-3-methyl-2-nitrobenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=CC=C1)OCC2=CC=CC=C2)[N+](=O)[O-]
• Uses: 1-Benzyloxy-3-methyl-2-nitrobenzene may be used in the multi-step preparation of 7-hydroxy-oxindole-3-acetic acid.

Technology Process of 1-Benzyloxy-3-methyl-2-nitrobenzene

There total 5 articles about 1-Benzyloxy-3-methyl-2-nitrobenzene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

3-methyl-2-nitrophenol (4920-77-8) + benzyl bromide (100-39-0) → 1-(benzyloxy)-3-methyl-2-nitrobenzene (61535-21-5)

Guidance literature:

With potassium carbonate; In acetonitrile; Heating / reflux;

Reference yield:

3-methyl-2-nitrophenol (4920-77-8) + benzyl bromide (100-39-0) + potassium carbonate (584-08-7) → 1-(benzyloxy)-3-methyl-2-nitrobenzene (61535-21-5)

Guidance literature:

In N,N-dimethyl-formamide;

Reference yield:

2-benzyloxynitrobenzene (4560-41-2) + trimethylsulphonium iodide (2181-42-2) → 1-(benzyloxy)-3-methyl-2-nitrobenzene (61535-21-5)

Guidance literature:

trimethylsulphonium iodide; With sodium hydride; In N,N-dimethyl-formamide; paraffin oil; Cooling with ice; Inert atmosphere;

2-benzyloxynitrobenzene; In N,N-dimethyl-formamide; paraffin oil; at 20 ℃; for 16h; Cooling with ice; Inert atmosphere;

DOI:10.1002/ejoc.201001091

upstream raw materials:

3-methyl-2-nitrophenol

benzyl bromide

3-methyl-phenol

potassium carbonate

Downstream raw materials:

2-(benzyloxy)-4-bromo-6-methylbenzenamine

2-amino-3-(benzyloxy)benzonitrile

3-(benzyloxy)-2-nitrobenzonitrile

3-(benzyloxy)-2-nitrobenzaldehyde oxime

Refernces

• 1、 Haiss, Peter,Zeller, Klaus-Peter. "The mechanism of the ortho-methylation of nitrobenzenes by dimethylsulfonium methylide". experimental part. p. 295 - 301. Retrieved 2011/02/28.
• 2、 Ueda, Hirofumi,Satoh, Hitoshi,Sugimoto, Kenji,Tokuyama, Hidetoshi,Matsumoto, Koji,Fukuyama, Tohru. "Total synthesis of (+)-haplophytine". supporting information; experimental part. p. 7600 - 7603. Retrieved 2009/12/28.